.beta.-D-Allopyranoside, 2-propenyl 2-(acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-

Base Information

• Chemical Name: .beta.-D-Allopyranoside, 2-propenyl 2-(acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-
• CAS No.: 165874-21-5
• Molecular Formula: C18H23 N O6
• Molecular Weight: 349.38
• Mol file: 165874-21-5.mol

Synonyms:b-D-Allopyranoside, 2-propenyl2-(acetylamino)-2-deoxy-4,6-O-(phenylmethylene)- (9CI)

Chemical Property of .beta.-D-Allopyranoside, 2-propenyl 2-(acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-

Chemical Property:

• Boiling Point: 599.3±50.0 °C(Predicted)
• PKA: 12.76±0.70(Predicted)
• PSA: 86.25000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 1.28460

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of .beta.-D-Allopyranoside, 2-propenyl 2-(acetylamino)-2-deoxy-4,6-O-(phenylmethylene)-

There total 2 articles about .beta.-D-Allopyranoside, 2-propenyl 2-(acetylamino)-2-deoxy-4,6-O-(phenylmethylene)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methanesulfonyl-β-D-glucopyranoside (165874-19-1) → allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (165874-21-5)

Guidance literature:

With sodium acetate; In 2-methoxy-ethanol; water; at 125 ℃; for 9h;

Reference yield:

allyl 2-deoxy-2-acetamido-4,6-O-benzylidene-β-D-glucopyranoside (65947-37-7) → allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (165874-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / pyridine / 16 h / 4 °C

2: 91 percent / sodium acetate / 2-methoxy-ethanol; H₂O / 9 h / 125 °C

With sodium acetate; In pyridine; 2-methoxy-ethanol; water;

Reference yield: 94.0%

benzyl bromide (100-39-0) + allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (165874-21-5) → allyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (165874-22-6)

Guidance literature:

With barium dihydroxide; barium(II) oxide; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

upstream raw materials:

allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-methanesulfonyl-β-D-glucopyranoside

allyl 2-deoxy-2-acetamido-4,6-O-benzylidene-β-D-glucopyranoside

Downstream raw materials:

allyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranose

allyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranoside

prop-1-enyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-allopyranoside